Pet Sitting in Highwood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Highwood pet sitters

“Chloe gave great care to my senior, diabetic kitty, Lily. Lily even let her Chloe give her a couple chin scratches which is high praise! I would recommend Chloe to friends and family and I can't wait to have her back.”


“Zoey did a great job taking care of my 2 kittens while I was out of town This was the first time they were left alone and She did a great of giving them lots of playtime and pets. She communicated well and provided pics I appreciate the care she provided my two cats”


“Amy is wonderful, I felt completely comfortable having her check in on my pets…cats, rabbits and fish! She is so reliable, and confidently gave my clever kitty her meds with no problems everyday. I cannot recommend Amy enough!”


About: Lifetime dog owner and several years of experience as a professional dog walker in the heart of Boston, MA! Experienced with all breeds and types of walking equipment. I recently moved to the Midwest from Boston so I'm currently a full-time dog-dad! I have a lot of free time to take care of pets :-) I follow all instructions given, as you know your pets best, and will always leave everything as I found it! I love to keep an open line of communication should any questions arise on either side.

“Christina was amazing!! We knew she was special when she got our very timid Bodhi to come out of hiding on her very first visit!! She sent lots of photos and updates, and our spoiled kitties were clearly very happy and pampered in her care. She made us feel a lot less guilty about leaving them, haha. We would highly recommend her, and would definitely have her look after our kitties again 😊”


“Tara did an amazing job with drop in visits to our two cats when we were away! The cats seemed to be very happy and well taken care of! I will definitely ask Tara again to look after them when I am traveling!”


About: I provide personalized care, focusing on your pet's specific needs. I guarantee they will receive plenty of exercise and affection from me. Let me know what is best for you and your pet! As a student studying for her CPA, I incorporate pet care into my routine by scheduling walks for study breaks. I love taking dogs for walks in my free time. I enjoy providing pets with exercise and affection. By monitoring their health and communicating regularly with pet owners, I guarantee that their pets are safe.

About: I have been working and taking care of dogs since I was 8 years old. Family and friends have relied on me to walk, feed, snuggle, and even help train their pups. I'm taking a break from my studies so I have lots of time to play and hangout with your pet! I am available on weekdays and weekends. I offer dog walking, house sitting, and drop-ins. For each, it is up to you on what you would prefer I do with your pup. I am familiar with crating dogs, bathing, and leash training. I am an avid walker, so if your pup loves a good walk- I’m your gal! Let's work together to create the best plan for your pup!!

About: I have over 10 years of experience caring for pets of all sizes, ages, and temperaments. I also have 3 years experience working at 2 different animal hospitals and 3 years experience working at a dog daycare as a client care coordinator and puppy preschool supervisor. Special skills include caring for puppies and their specific needs, caring for senior dogs including administering medications, helping dogs with mobility issues, etc. Dog enrichment is my passion! I have a ton of dog toys (that are cleaned regularly!) and assure you I will find your dogs play style, and maybe even discover a hidden play style you didn’t know about! I am currently pet sitting full time leaving me with plenty of time to play with your pups during the day while you are at work, or for overnight sleepovers during the week & weekend. I am also available for weekday walks or runs with your more active doggos. We are apartment living with quick dog park and dog beach access as well as plenty of access to fenced in yards. Also happy to stay in home depending on the needs of your pet.

About: I offer a warm, calm, loving environment. I only board one or two dogs at a time. This allows for personalized attention for your pet. I allow my pets and yours on my couch and bed. I have space to crate if that is what your dog needs or wants. I’m three blocks to the beach so if your pup likes to walk at the beach we have that available. We spend a lot of time outside if the weather permits. I can give meds and insulin shots if needed. I’m a pet owner myself so we plug in your pet’s needs into our daily routine. Meal times, potty time, can be accommodated and worked around. I treat your pup just like one of my own. I’m always careful to get their collars/harness on correctly. Play is supervised and highly encouraged.

About: I’ve had pets my whole life including cats, dogs, hamsters, and guinea pigs. I’ve always had a huge heart for them and love taking care of them and spending time with animals in any way that I can. I often pet sit for neighbors and friends. I am a student, going to school throughout the week, so tasks like popping in to check up on a pet and dog walking are great daily opportunities for me. I keep a very clean and tidy home which will ensures a safe environment for my pets and. I also am very attentive to my pets and provide them the needed attention and love because I genuinely enjoy spending time with them.


About: I have had animals in my life ever since I was born. I am a huge dog person and fostered pups before I got my own. I have a chihuahua/mini pincher mix who loves people and other animals, no matter the size! If I am away for work, I constantly watch my pup on the doggy cam. I ensure he gets at least two walks a day, play time at least 3 times a day, and all the snuggles he wants! I've became very skilled at potty training as we went through it living in a high rise. I have a flexible schedule and live/work in Highwood/Highland Park. I have evenings off and do not mind early mornings or weekend appointments! Please let me know how I can help you and your dog! I am an early riser and come by to hang out with my dog for lunch every day. I also have evenings off to enjoy with them whether it’s a long walk or playtime in the house! Tito roams free in the house but I always make sure my pup and the clients get along well before booking. I watch them on the doggy cam while I’m gone and always frequently check in to make sure all is well. My number one concern is making sure everyone is comfortable and happy so I do whatever it takes to ensure that with my clients.


“Chris did a fantastic job getting my scaredy cat to come out from under the bed during her visits. She took extensive notes about the cat during our meet and greet and everything went very smoothly while I was away. She was also very patient and good humored when I managed to lock us out of my place! Highly recommend Chris!”


About: As an experienced and compassionate pet sitter, I offer more than just basic care. I have a deep understanding of the unique needs of pets, from energetic puppies to senior dogs requiring extra attention. My experience includes helping with puppy training, reinforcing good habits, and ensuring older pets get the comfort and care they need, such as special diets, medications, or assistance with mobility. What sets me apart from other sitters is my ability to provide personalized, attentive care based on each pet's specific needs. I’m dedicated to making every pet feel safe, loved, and stress-free while their owners are away. I also ensure regular updates to keep pet parents informed and reassured that their pets are happy and well cared for. From daily walks and playtime to specialized care for pets with health considerations, I am committed to making sure your pet has a positive, nurturing experience Pet care fits seamlessly into my daily routine because I work from home with a very flexible schedule. This allows me to dedicate plenty of time and attention to your pet throughout the day. Whether it’s giving frequent potty breaks, taking leisurely walks, or having playtime in the backyard, I can easily incorporate pet care into my day. My flexible work hours mean that I can adjust to your pet’s needs, whether they require extra supervision, meals at specific times, or regular check-ins. It also means that I am home most of the time, so your pet will always have companionship and care. In your home, I ensure your pet feels safe and secure in their familiar surroundings. I’m attentive to their daily needs, such as feeding schedules, walks, and any special care instructions, and I treat your home with respect and care. I also make sure to send updates and photos so you can feel connected while you’re away, knowing your pet is in great hands.

About: Let me meet your pup! I’m a huge human and pet lover. I help people by day working as a CT Tech in healthcare. Now I am looking to help animals in the evenings. Fun fact: I am currently on a weight loss journey and have been doing daily walks and I would love for someone else’s pup to join me! I am a very responsible and educated dog owner. My family dog, Baylor, is diabetic and requires lots of special care so I have learned a lot! :) I am currently a full time CT Technologist working Monday-Friday 7:30a-4p. However, I am home by 4:30pm every day. I am free in the evenings and all day on Saturday and Sunday. I recently moved here and do not have any pets of my own, but someday I will have lots of pets. For now, I would love to meet and care for someone else’s pets and make some extra money to save up for a house. :) I have a mostly fenced in yard - the only part not fenced in is the driveway itself, however, I plan to never have someone else’s dog outside without a leash on. I am a big worrier and anything can happen in a blink of an eye. In my home, pets can roam wherever and can go on furniture as they please. I treat others pets as I would want mine treated.

About: Hey, call me Franky but I’ve been taking care of dogs to 10+ years. I had a dog of my own until we had to put it down. Definitely the best 15 years of his life. Made sure he was a little chunky boy and took him out for runs all the time. I love exercising along side a friend. Especially mans best friend. I’ve take care of friends dogs and all equally love me the same. My availability is very open, as of now (July 2023) I am available Monday - Wednesday, all day no matter what. I’m also an active person, walking and even running to get a good workout in can benefit me and the dog in question. I make sure pets are within my vision, if not I make sure my surroundings are clear and definitely make sure food is not within reach for them to grab. In my home they will always be free and not locked to one area. Clients pets have all the rights and freedom.
Loving pet sitters in your neighborhood
Search Results


Chloe G.Star Sitter

“Chloe gave great care to my senior, diabetic kitty, Lily. Lily even let her Chloe give her a couple chin scratches which is high praise! I would recommend Chloe to friends and family and I can't wait to have her back.”


Zoey J.Star Sitter

“Zoey did a great job taking care of my 2 kittens while I was out of town This was the first time they were left alone and She did a great of giving them lots of playtime and pets. She communicated well and provided pics I appreciate the care she provided my two cats”


Amy & Lamar F.Star Sitter

“Amy is wonderful, I felt completely comfortable having her check in on my pets…cats, rabbits and fish! She is so reliable, and confidently gave my clever kitty her meds with no problems everyday. I cannot recommend Amy enough!”


Kraig M.Star Sitter
About: Lifetime dog owner and several years of experience as a professional dog walker in the heart of Boston, MA! Experienced with all breeds and types of walking equipment. I recently moved to the Midwest from Boston so I'm currently a full-time dog-dad! I have a lot of free time to take care of pets :-) I follow all instructions given, as you know your pets best, and will always leave everything as I found it! I love to keep an open line of communication should any questions arise on either side.


Christina G.

“Christina was amazing!! We knew she was special when she got our very timid Bodhi to come out of hiding on her very first visit!! She sent lots of photos and updates, and our spoiled kitties were clearly very happy and pampered in her care. She made us feel a lot less guilty about leaving them, haha. We would highly recommend her, and would definitely have her look after our kitties again 😊”


Tara R.

“Tara did an amazing job with drop in visits to our two cats when we were away! The cats seemed to be very happy and well taken care of! I will definitely ask Tara again to look after them when I am traveling!”


Nicole S.
“Nicole exemplifies dedication and integrity, consistently delivering exceptional results with her disciplined, goal oriented mindset. As an athletic nature lover, her trustworthy and kind-hearted natured personality ensures you can always rely on her with confidence.”


Diana T.Star Sitter

“Patchy loved seeing her everyday. Amazing, reliable, sent photos of each visit. Definitely will book Diana again.”




Erin A.

“Our fur baby is very shy. Erin was great with communicating and even tried some different things to get him out from under the bed. We really appreciated her help!”


Julia D.
“Julia has had a lot of experience around dogs not only with her own but with others dogs. My family has 2 bigger dogs and she watches them when we go on vacation. Julia takes really good care of the dogs and stays with them while we are gone. She is in charge of walking, feeding and taking care of them while we are gone. My family trusts Julia to watch our dogs not only because she has experience with dogs, but because we know she will do a good job taking care of them because she loves animals. Julia is very passionate about animals especially dogs which makes her good for these kinds of jobs.”


Shannon M.
“Shannon is an absolute natural with animals! We trust her implicitly with our dog! She treats them like her very own at all times! Our dog loves staying with her!”


Julie T.Star Sitter
“Julie is caring and compassionate and is a wonderful pet caregiver. She has watched my dogs on several occasions. My dogs are always happy to go to Julie's and stay over. They seem to have alot of fun with Julie, her two dogs, and her cat. I would highly recommend her!”


Charlotte U.
“Charlotte loves animal and pets. She has several pets at home and she gets along with them all and always helps them. She has had pets since she was very young and has grown up amongst animals. She is very conscientious about taking care of them. She plays with her cats all the time. She walked her dog often and played with her. I highly recommend her for this job.”




Alix B.
“Alix has been around animals her entire life. She has always been a compassionate and caring pet owner. When unable to have pets of her own during college and first establishing her place after graduation, she volunteered to help take care of friends and co-workers pets. I would highly recommend her as a dog caregiver as she will love and attend to it as her own.”




Chris B.


“Chris did a fantastic job getting my scaredy cat to come out from under the bed during her visits. She took extensive notes about the cat during our meet and greet and everything went very smoothly while I was away. She was also very patient and good humored when I managed to lock us out of my place! Highly recommend Chris!”


ELENA M.
“Ellie loves dogs and will absolutely take great care of yours! She has the cutest doodle herself that is spoiled to the core, seriously! When Ellie and I would travel for work, she was constantly concerned if her pup was being cared for well. Now she's able to assure that your furry friend is in topnotch care!”


Kylie S.
“I highly recommend Kylie as a dog walker. She is kind, caring, and incredibly responsible. She shows this every day in her work caring for people in the medical field. Her love for animals is obvious to anyone who knows her. Not only does she love her own dog and cat, she loves all animals as her own. Any pet owner would be lucky to have Kylie looking after their furry family members.”


Richard Z.


“This was the second time I have used Richard's dog sitting services and I could not be more pleased. He is so sweet with our baby and always keeps us informed. ”


Francisco C.
“Great animal person, fun and energetic with my dog. He’s taken care of my dog when I was working. He’s also a very athletic person In which he loves running with my dog.”
Over 46 pet parents in Highwood have booked pet sitting
Highwood pet parents share their Rover experiences
We are moving out of state and our main sadness is leaving Amy! She is our Welsh Terrier’s bestie. Always reliable, always consistent and always communicative with our daily visits, Amy adored our pup and loved her as her own, and it showed. She would take the best photos and recaps of Wallis since we were both at work, and they always brightened our day. Amy is a gem and you’d be so lucky to have her take care of your pups!

Popular requests near you
Select a filter and find qualifying Highwood sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Highwood is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Highwood average 6 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Highwood on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 2,177 pet sitters in Highwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Highwood pet sitters respond in under an hour.
Pet sitters in Highwood have an average of 13 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Highwood.
Rover makes it easy to find Highwood pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 2,177 pet sitters in Highwood on Rover, so you’re sure to find the perfect match for your pet! In Highwood, 96% of pet sitters offer daily exercise, 96% offer medication administration, and 88% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
